HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-isothiocyanato-3,4-dihydroquinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Reactant | 7-amino-3,4-dihydro-1H-quinolin-2-one | HCID 5200242 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-isothiocyanato-3,4-dihydroquinolin-2(1H)-one | HCID 15719019 | 85.7% |
Reaction Steps
A solution of 7-amino-3,4-dihydroquinolin-2(1H)-one (0.20 g, 1.2 mmol) in DMF (5.2 mL) was added dropwise to a solution of 1,1′-thiocarbonyldiimidazole (0.22 g, 1.2 mmol) in DMF (2.1 mL) at room temperature over 1 hour. The mixture was stirred for 30 minutes and then water was slowly added. The resulting precipitate was collected by filtration (rinsed with water) and dried under vacuum to afford the title compound (0.21 g, 83% yield), which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969325B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-0a46c64344304f5ea687cda9808a595d |
| Source note | uspto-grants-2015_03 |